We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Calypso Cay Resort

avatar-imageavatar-imageavatar-image
Traveler (271)
Room & Suite (78)
Pool & Beach (22)

View prices for your travel dates

Contact accommodation for availability.
There are similar hotels available.
View all

About

#25 of 27 condos in Kissimmee
Location
4.1
Cleanliness
3.3
Service
3.4
Value
3.3
Calypso Cay Vacation Villas is located near all of the Orlando theme parks and is the perfect Florida vacation getaway: a laid-back, island themed resort featuring tropical landscaping and the relaxing ambiance of the Caribbean.
Read more
Suggest edits to improve what we show.Improve this listing
Property amenities
Free parking
Free High Speed Internet (WiFi)
Pool
Bar / lounge
Children Activities (Kid / Family Friendly)
Non-smoking hotel
Clothes dryer
Self-serve laundry
Parking
Wifi
Hot tub
Outdoor pool
Fence around pool
Breakfast available
Poolside bar
Show more
Room features
Air conditioning
Additional bathroom
Private balcony
Microwave
Refrigerator
Flatscreen TV
Room types
Non-smoking rooms
Suites
Family rooms
Good to know
HOTEL CLASS
3.5 of 5 stars
HOTEL STYLE
Family
486Reviews78Q+A57Room tips
Traveler rating
  • 119
  • 93
  • 84
  • 61
  • 129
Time of year
Traveler type
Language
  • More
Selected filters
  • Filter
  • English
Popular mentions
Sort by:
Most Recent
avatar-image
mickeyjunkie wrote a review Feb 2024
New York98 contributions80 helpful votes
I booked a three BR villa for a 2 family trip. Pros: Price, location, well stocked, pools, staff, clean - except carpets. Cons: Furnished with stuff other hotels were throwing out (no lie), odd smell, three stories with no elevator, weird shaped tub thats downright dangerous, and the noise! The floor of the tub is literally sloped so that there's about a foots width to stand flat. Once its wet and soapy, its really slippery! My husband was the only casualty, falling on our first night. We showered in the larger tub after that. Everything else I could have dealt with but the noise was a deal breaker. We could hear every step on the floor above us and the bed had creaky springs that echoed through our room all night. I wanted to change rooms but moving two families with kids and groceries was too much so we got ear plugs and dealt with it. I'd advise if you stay to get a room on an upper floor but only if you don't have much luggage or are in good shape because there weren't any elevators.
Read more
Date of stay: February 2024Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
Share
avatar-image
chris2www wrote a review Dec 2023
Fort Myers, Florida1 contribution1 helpful vote
Nice well stocked unit, efficient staff and check in....nice outdoor amenities...nice pool area. After 1 night, our feet were filthy from the tile floors ( leave your shoes on ) then we noticed the ceiling fan blades were filthy...these are minor compared to the positives of the resort!
Read more
Review collected in partnership with RCI
Date of stay: December 2023
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
Share
avatar-image
mymoneymovement wrote a review Dec 2023
1 contribution1 helpful vote
I’ll start off saying the best part for our family of 10 was the pool and play are. The children had a good time doing the scheduled events at the resort. I’m the resort some areas we rusty or mildew. The elevator was broken and it was hard to get ahold of staff from the phone. Over all it was decent and it did the job for the time we needed.
Read more
Review collected in partnership with RCI
Date of stay: December 2023
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
Share
avatar-image
Skadancer wrote a review Dec 2023
Westminster, Massachusetts4 contributions2 helpful votes
This 2-bedroom apartment was bigger than most we have stayed in. Although if you want a deck be sure to ask ahead of time: as not all units have a deck. We had two issues: broken ice-maker and a washing machine that leaked. The first was a minor problem (we just bought ice) the other a little bigger. We used the washer once and had to clean up a puddle, but it wasn't like it was flooded. The room was very nice, but dated a bit. The cabinets showed some cosmetic wear. Everything was very clean an functioning though. The beds were REALLY comfortable, as were the sheets, blankets etc. (Not sure about the pillows as we bring our own). The onsite amenities are above average - multiple pools, water "parks" for the kids, hot tubs and a nice little "adventure" park. All a good value for kids under 12 especially. The location is excellent related to Disney/Universal/Seaworld and to Publix and Walmart (go to Publix - this particular WalMart is a bid of a zoo); but if you like to walk/run in the morning or during the day it is not the best location - you are kind of stuck on main roads, most with sidewalks - some without. Depending on what you pay in trade, points, or cash - there is good value to be had here. The Staff is exceptionally helpful, friendly and available - they will make things right if there is anything wrong.
Read more
Review collected in partnership with Armed Forces Vacation Club
Date of stay: December 2023
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
Share
avatar-image
717dlradio wrote a review Dec 2023
Lancaster, Pennsylvania1 contribution1 helpful vote
Our stay was very pleasant aside from the loud neighbors who were fighting, they had no regard for there neighbors. View was only ok and we didn't have any wash cloths in our condo, but we went to the office to request so,w supplies and they brought them right over
Read more
Review collected in partnership with RCI
Date of stay: November 2023
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
Share
avatar-image
seancrotts1 wrote a review Nov 2023
Danville, New Hampshire1 contribution
Orlando vacation for family fun and relaxation with central location to resorts and restaurants. Tiki bar with food and drink, swimming pools with slides, hot tubs and sports courts .easy ride to airport
Read more
Review collected in partnership with RCI
Date of stay: November 2023
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Helpful
Share
avatar-image
michellejones888 wrote a review Nov 2023
2 contributions1 helpful vote
+1
HORRIBLE STAY with resort fees and deposit charges everywhere (timeshare presentation charges too), silly….paint peeling rooms, sharp corners, high beds, hard floors and high chairs very dangerous for kids, especially under one years of age! I constantly had to put towels on the corners, sharp glass top tables, high chairs, hard hard floors! Rooms water was cold, no hot water for the bath, room tub jets was literally broken off. Screws missing from light switch fixtures. Ceiling was failing apart, wet stains everywhere! I have pictures! POOLS were great! fun slides, lots of pools around this resort! … but hot tub doesn't work, no bubbles, very dirty film on top!
Read more
Date of stay: November 2023
Value
Location
Service
Trip type: Traveled with family
Room Tip: not recommended place to stay!!!!!!! don’t even do the timeshare presentation!!!! way too many...
See more room tips
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
Share
avatar-image
Rose c wrote a review Oct 2023
San Antonio, Texas2 contributions1 helpful vote
Very out dated rooms. Our toliet wouldn't flush and we called it in 3 times and they only showed once. Staff was super rude and they had a lot of hidden taxes and fees. Would never stay here again. They supposedly have a lot to offer but no one is every working the zip line or the bar till random times of at all. Never again!
Read more
Date of stay: October 2023Trip type: Traveled as a couple
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
Share
avatar-image
Quest402765 wrote a review Oct 2023
1 contribution1 helpful vote
Older property, staff very friendly, everything was clean and fresh. with big rooms and with lots of space. You shouldn't be crowded, Near everything, you can walk to everything you need. enjoyed my stay
Read more
Review collected in partnership with Armed Forces Vacation Club
Date of stay: October 2023
Value
Rooms
Location
Cleanliness
Service
Sleep Quality
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
1 Helpful vote
Helpful
Share
avatar-image
John E wrote a review Oct 2023
Ninety Six, South Carolina3 contributions2 helpful votes
The place was clean. We were on the 2nd floor and the family upstairs were so loud it was annoying. Even when they went to bed, we could hear the floor sweek so bad. The cast away was closed for the 2nd year. The putt-putt corse was in bad shape. We enjoyed our stay, The pools and grills were great. I would recommend the place but stay on the top floor.
Read more
Date of stay: October 2023
Value
Location
Service
Trip type: Traveled with family
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
2 Helpful votes
Helpful
Share
Previous
123456
Not the right property for you?
There are more places to choose from in the Kissimmee area.
PRICE RANGE
$136 - $230 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
calypso cay hotel kissimmee
LOCATION
United StatesFloridaCentral FloridaKissimmee
NUMBER OF ROOMS
208
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Is This Your Tripadvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

CALYPSO CAY RESORT $129 ($̶2̶3̶8̶) - Updated 2024 Prices & Condominium Reviews - Kissimmee, FL

Frequently Asked Questions about Calypso Cay Resort
Which popular attractions are close to Calypso Cay Resort?
Nearby attractions include Doldrick's Escape Room (0.3 miles), Dare 2 Escape (0.5 miles), and Star Island Resort's Star Bar (0.7 miles).
What are some of the property amenities at Calypso Cay Resort?
Some of the more popular amenities offered include free wifi, a pool, and a lounge.
Which room amenities are available at Calypso Cay Resort?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at Calypso Cay Resort?
Guests can enjoy a lounge, a poolside bar, and breakfast during their stay.
Is parking available at Calypso Cay Resort?
Yes, free parking is available to guests.
What are some restaurants close to Calypso Cay Resort?
Conveniently located restaurants include King O Falafel, Olive Garden Italian Restaurant, and Sabor Brasil Brazilian food.
Are there opportunities to exercise at Calypso Cay Resort?
Yes, guests have access to a pool during their stay.
Are any cleaning services offered at Calypso Cay Resort?
Yes, self serve laundry and a clothes dryer are offered to guests.
Are there any historical sites close to Calypso Cay Resort?
Many travelers enjoy visiting Osceola County Historic Courthouse (5.4 miles).
Is Calypso Cay Resort accessible?
Yes, it offers wheelchair access. For specific inquiries, we recommend calling ahead to confirm.